| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-03-11 | Indian Wells Masters | SF | hard | Tim Henman | 6-3 6-3 |
| 2001-06-25 | Wimbledon | R16 | grass | Tim Henman | 6-7(3) 7-6(5) 4-6 6-3 6-2 |
| 1999-04-02 | Davis Cup WG R1: GBR vs USA | RR | hard | Tim Henman | 4-6 7-5 6-3 7-6(4) |
| 1998-11-09 | Stockholm | SF | hard | Todd Martin | 4-6 6-1 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.